D-A type excited state proton transfer high-efficiency fluorescent material, and preparation method and application thereof

Abstract

The invention belongs to the technical field of organic fluorescent materials, and discloses a D-A type excited state proton transfer high-efficiency fluorescent material, and a preparation method andan application thereof. The specific structure of the D-A type excited state proton transfer high-efficiency fluorescent material is shown in the specification. The method comprises the following steps: carrying out a Suzuki coupling reaction on triphenylamine-4-boronic acid pinacol ester and 4-bromo-2-((N-phenyl)-9,10-phenanthroimidazole)phenol in a catalytic system, and carrying out subsequenttreatment to obtain the organic small molecular fluorescent material with the D-A structure. The fluorescent material has efficient fluorescence quantum efficiency, and can improve the luminous efficiency of an OLED device; and the large delta ET2-T1 and the small delta ES1-T2 are helpful for T2 to jump to the reverse system of S1, so that the exciton utilization rate and the external quantum efficiency of the OLED device are improved. The method is simple. The application is an application f the fluorescent material in the organic light-emitting device.

Description

technical field

[0001] The invention belongs to the technical field of organic fluorescent materials, and relates to organic small molecule fluorescent materials with D-A structure, in particular to organic small molecule fluorescent materials with D-A structures that are simple to synthesize, have high-efficiency fluorescent quantum efficiency, and high exciton utilization rate, and a preparation method thereof with application. Background technique

[0002] Organic light-emitting diodes (OLEDs) have important application prospects in the fields of flat panel display and solid-state lighting due to their advantages such as self-luminescence, fast response speed, and flexible display. As one of the core materials of OLED devices, the light-emitting layer material has an important impact on the performance and stability of OLEDs.

[0003] Ideally, the light-emitting layer materials used in organic electroluminescent materials should have the following properties: 1) high flu...

Examples

Embodiment 1

[0027] The structural formula of the organic small molecule fluorescent material of the D-A structure of the present embodiment is as follows:

[0028]

[0029] The preparation method of the organic small molecule fluorescent material 5-TPA-PPI-OH of the D-A structure of the present embodiment comprises the following steps:

[0030] Step 1: the synthesis (M2) of triphenylamine boroester, the reaction equation is as follows:

[0031]

[0032] Step 1-1 (synthesis of M1): Put triphenylamine (10 g, 40.8 mmol) and 50 ml of chloroform into a 250 ml round bottom flask, and wrap the outside of the flask with aluminum foil to avoid light. N-bromosuccinimide (NBS, 7.5 g, 42 mmol, 1.02 equiv) was added to the flask in several portions. The mixture was stirred and reacted at room temperature in the dark for 24 hours. After the reaction, the reaction solution was washed three times with deionized water and extracted with dichloromethane. The extract was dried with an appropriate a...

technical field

[0001] The invention belongs to the technical field of organic fluorescent materials, and relates to organic small molecule fluorescent materials with D-A structure, in particular to organic small molecule fluorescent materials with D-A structures that are simple to synthesize, have high-efficiency fluorescent quantum efficiency, and high exciton utilization rate, and a preparation method thereof with application. Background technique

[0002] Organic light-emitting diodes (OLEDs) have important application prospects in the fields of flat panel display and solid-state lighting due to their advantages such as self-luminescence, fast response speed, and flexible display. As one of the core materials of OLED devices, the light-emitting layer material has an important impact on the performance and stability of OLEDs.

[0003] Ideally, the light-emitting layer materials used in organic electroluminescent materials should have the following properties: 1) high flu...

Examples

Embodiment 1

[0027] The structural formula of the organic small molecule fluorescent material of the D-A structure of the present embodiment is as follows:

[0028]

[0029] The preparation method of the organic small molecule fluorescent material 5-TPA-PPI-OH of the D-A structure of the present embodiment comprises the following steps:

[0030] Step 1: the synthesis (M2) of triphenylamine boroester, the reaction equation is as follows:

[0031]

[0032] Step 1-1 (synthesis of M1): Put triphenylamine (10 g, 40.8 mmol) and 50 ml of chloroform into a 250 ml round bottom flask, and wrap the outside of the flask with aluminum foil to avoid light. N-bromosuccinimide (NBS, 7.5 g, 42 mmol, 1.02 equiv) was added to the flask in several portions. The mixture was stirred and reacted at room temperature in the dark for 24 hours. After the reaction, the reaction solution was washed three times with deionized water and extracted with dichloromethane. The extract was dried with an appropriate a...

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